Potassium Carbonate → HCID 86585893, compound

HRID 1266669Notes

Reaction equation

HRID 1266669 reaction equation
[C:1]([CH:4]([CH2:32][CH2:33][C:34]([F:37])([CH3:36])[CH3:35])[CH2:5][CH:6]([O:28]C(=O)C)[CH:7]([NH:15][C:16]([C:18]1[CH:27]=[N:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1)=[O:17])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[NH:3])[NH2:2].C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:8]([CH:7]([NH:15][C:16]([C:18]1[CH:27]=[N:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1)=[O:17])[CH:6]([OH:28])[CH2:5][CH:4]([C:1](=[NH:2])[NH2:3])[CH2:32][CH2:33][C:34]([F:37])([CH3:36])[CH3:35])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69689502HCID 69689502, compound

Product 1

HCID 86585893HCID 86585893, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.0 equivalents of acetic acid 3-carbamimidoyl-6-fluoro-6-methyl-1-{2-phenyl-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-heptyl ester in methanol is added 2.0 equivalents of potassium carbonate, stirred for approximately 5 hours, and concentrated. The crude product is dissolved in ethyl acetate and water. The organic layer is then washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered and concentrated. Chromatography on silica gel gives the title compound.

Workup

  1. concentrationconcentrated
  2. dissolutionThe crude product is dissolved in ethyl acetate
  3. washThe organic layer is then washed with saturated aqueous sodium chloride
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-653b2155d3374fbaab5e0f26c9bdcb8b
Source dataset
uspto-grants-2003_04
Patent number
US06548671B2

Reaction notes

Loading…